2-Hydroxydecanoic acid

Base Information

• Chemical Name: 2-Hydroxydecanoic acid
• CAS No.: 5393-81-7
• Molecular Formula: C10H20O3
• Molecular Weight: 188.267
• Hs Code.: 2918199090
• NSC Number: 4801
• UNII: B41993WR8W
• DSSTox Substance ID: DTXSID101021248
• Nikkaji Number: J111.044F
• Wikidata: Q27071899
• Pharos Ligand ID: UBYFBRMQC2BZ
• Metabolomics Workbench ID: 1306
• Mol file: 5393-81-7.mol

Synonyms:2-hydroxydecanoate;2-hydroxydecanoic acid;2-hydroxydecanoic acid, monopotassium salt;2-hydroxydecanoic acid, sodium salt

Chemical Property of 2-Hydroxydecanoic acid

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 2.9E-05mmHg at 25°C
• Melting Point: 70.5 °C
• Refractive Index: 1.464
• Boiling Point: 318.9 °C at 760 mmHg
• PKA: 3.86±0.21(Predicted)
• Flash Point: 160.9 °C
• PSA: 57.53000
• Density: 1.011 g/cm³
• LogP: 2.18250
• Storage Temp.: 2-8°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 188.14124450
• Heavy Atom Count: 13
• Complexity: 134

Purity/Quality:

99% ^*data from raw suppliers

2-HydroxydecanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC(C(=O)O)O

Technology Process of 2-Hydroxydecanoic acid

There total 25 articles about 2-Hydroxydecanoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

1-decanoic acid (334-48-5) → DL-2-hydroxydecanoic acid (5393-81-7,37639-46-6)

Guidance literature:

With P_450CLA; dihydrogen peroxide; In aq. phosphate buffer; ethanol; at 20 ℃; for 12.5h; pH=7.25; regioselective reaction; Catalytic behavior; Enzymatic reaction;

DOI:10.1002/adsc.201801377

Reference yield: 88.0%

S-methyl 2-hydroxydecanethioate (124838-42-2) → DL-2-hydroxydecanoic acid (5393-81-7,37639-46-6)

Guidance literature:

With hydrogenchloride; sodium hydroxide; In methanol; water; for 1h; Heating;

DOI:10.1246/bcsj.62.2013

Reference yield: 80.0%

α-bromodecanoyl chloride (99217-33-1) → DL-2-hydroxydecanoic acid (5393-81-7,37639-46-6)

Guidance literature:

With water; potassium carbonate; In N,N-dimethyl-formamide; for 5h; bath temperature, 140 - 145 deg C;

DOI:10.1007/BF01142786

upstream raw materials:

2,4-dioxo-decanoic acid

ethyl 2-acetoxydecanoate

rac-2-aminodecanoic acid

triethylaluminum

Downstream raw materials:

2-Hydroxycaprinsaeure-methylester

nonan-1-al

1,2-decanediol

(R)-2-hydroxydecanoic acid

Refernces

• 1、 Dennig, Alexander,Blaschke, Fabio,Gandomkar, Somayyeh,Tassano, Erika,Nidetzky, Bernd. "Preparative Asymmetric Synthesis of Canonical and Non-canonical α-amino Acids Through Formal Enantioselective Biocatalytic Amination of Carboxylic Acids". supporting information. . Retrieved 2019/02/09.
• 2、 Hammerer, Lucas,Friess, Michael,Cerne, Jeyson,Fuchs, Michael,Steinkellner, Georg,Gruber, Karl,Vanhessche, Koenraad,Plocek, Thomas,Winkler, Christoph K.,Kroutil, Wolfgang. "Controlling the Regioselectivity of Fatty Acid Hydroxylation (C10) at α- and β-Position by CYP152A1 (P450Bsβ) Variants". . p. 5642 - 5649. Retrieved 2019/11/03.